Recent catalytic asymmetric syntheses of 3,3-disubstituted indolin-2-ones and 2,2-disubstituted indolin-3-ones
Abstract
Abstract Disubstituted oxindoles represent an important family of bioactive compounds and synthetic derivatives that mimic natural products. The construction of the asymmetric quaternary carbon at C‐3 or C‐2 is therefore a challenging problem for organic chemists. In the last years, many papers have appeared on asymmetric catalytic methods for the synthesis of these compounds, in particular about spirocyclic derivatives and this literature has been largely reviewed, as well as the literature on 3‐substituted‐3‐hydroxyoxindoles and 3‐substituted‐3‐aminooxindoles. On the other hand, the literature on non‐spirocyclic 3,3‐dialkyloxindoles as well as on 2,2‐disubstituted 3‐indolinones has not fully reviewed since our previous review on this topic. This review aims to fill this gap covering the literature on these topics. Abbreviations: Alloc=allyloxycarbonyl; Ant=anthracenyl; BINOL=1,1′‐binaphthalene‐2,2′‐diol; Boc=t‐butoxycarbonyl; Bz=benzoyl; Cbz=benzyloxycarbonyl; CSA=camphorsulfonic acid; Cy=cyclohexyl; DABCO=1,4‐diazabicyclo[2.2.2]octane; dba=bis(dibenzylideneacetone); DBU=1,8‐diazabicyclo[5.4.0]undec‐7‐ene; DDQ=2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone; (DHQD)2AQN=hydroquinidine (anthraquinone‐1,4‐diyl) diether; (DHQD)2PHAL=hydroquinidine 1,4‐phthalazinediyl diether; (DHQD)2PYR=hydroquinidine 2,5‐diphenyl‐4,6‐pyrimidinediyl diether; DIPEA=N,N‐diisopropylethylamine; esp=α,α,α′,α′‐tetramethyl‐1,3‐benzenedipropionic acid; HFIP=1,1,1,3,3,3‐hexafluoro‐2‐propanol; HMDS=hexamethyldisilazane; β‐ICD=β‐isocupreidine; LG=leaving group; Mes=2,4,6‐trimethylphenyl; Moc=methoxycarbonyl; MOM=methoxymethyl; MS=molecular sieves; MsOH=methanesulfonic acid; NHC=N‐heterocyclic carbene; Npt=naphthyl; PG=protecting group; Phg=phenylglycine; Phth=phthalimidyl; Piv=2,2‐dimethylpropanoyl; PMB=4‐methoxybenzyl; Red‐Al=sodium bis(2‐methoxyethoxy)aluminium hydride; Suc=succinimidyl; TBDPS=tert‐butyldiphenylsilyl; TBS=tert‐butyldimethylsilyl; TES=triethylsilyl; TIPS=triisopropylsilyl; TMEDA=N,N,N′,N′‐tetramethylethylenediamine; TMG=1,1,3,3‐tetramethylguanidine; TMS=trimethylsilyl; Ts=4‐toluenesulfonyl. magnified image
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THN-fused C3-spirooxindoles should possess good druglikeness because THN and spirooxindole derivatives are privileged drug-like architectures.
“We started with THN54, 55, 56, 57, 58, 59, 60, 61 and spirooxindole derivatives62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72 because they are privileged drug-like architectures, so the resulting THN-fused C3-spirooxindoles should possess good druglikeness (Fig. 2C).”
Cites
Isatins As Privileged Molecules in Design and Synthesis of Spiro-Fused Cyclic Frameworks
Singh, G. S., & Desta, Z. Y. (2012) · Chemical Reviews · doi:10.1021/cr300135y · Cited by 1,597 · see citing works
Zhou, F., Liu, Y., & Zhou, J. E. (2010) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201000161 · Cited by 1,252 · see citing works
Cheng, D., Ishihara, Y., Tan, B., & Barbas, C. F. (2014) · ACS Catalysis · doi:10.1021/cs401172r · Cited by 855 · see citing works
Enantioselective methodologies for the synthesis of spiro compounds
Rios, R. (2011) · Chemical Society Reviews · doi:10.1039/c1cs15156h · Cited by 784 · see citing works
Recent Advances in Asymmetric Organocatalytic Construction of 3,3′‐Spirocyclic Oxindoles
Hong, L., & Wang, R. (2013) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201200808 · Cited by 719 · see citing works
Strategies for the enantioselective synthesis of spirooxindoles
Ball‐Jones, N. R., Badillo, J. J., & Franz, A. K. (2012) · Organic & Biomolecular Chemistry · doi:10.1039/c2ob25184a · Cited by 693 · see citing works
Recent advances in organocatalytic methods for the synthesis of disubstituted 2- and 3-indolinones
Dalpozzo, R., Bartoli, G., & Bencivenni, G. (2012) · Chemical Society Reviews · doi:10.1039/c2cs35100e · Cited by 673 · see citing works
Self-citationShen, K., Liu, X., Lin, L., & Feng, X. (2011) · Chemical Science · doi:10.1039/c1sc00544h · Cited by 439 · see citing works
Recent advances in the synthesis of biologically active spirooxindoles
Santos, M. M. M. (2014) · Tetrahedron · doi:10.1016/j.tet.2014.08.005 · Cited by 400 · see citing works
Highly enantioselective trapping of zwitterionic intermediates by imines
Qiu, H., Li, M., Jiang, L., et al. (2012) · Nature Chemistry · doi:10.1038/nchem.1406 · Cited by 301 · see citing works
Phenserine and ring C hetero‐analogues: Drug candidates for the treatment of Alzheimer's disease
Greig, N. H., Pei, X., Soncrant, T. T., et al. (1995) · Medicinal Research Reviews · doi:10.1002/med.2610150103 · Cited by 192 · see citing works
Asymmetric Copper(I)-Catalyzed Azide–Alkyne Cycloaddition to Quaternary Oxindoles
Zhou, F., Tan, C., Tang, J., Zhang, Y., Gao, W., Wu, H., Yu, Y., & Zhou, J. E. (2013) · Journal of the American Chemical Society · doi:10.1021/ja4066656 · Cited by 188 · see citing works
Chauhan, P., & Chimni, S. S. (2013) · Tetrahedron Asymmetry · doi:10.1016/j.tetasy.2013.03.002 · Cited by 179 · see citing works
Zhang, H., Hong, L., Kang, H., et al. (2013) · Journal of the American Chemical Society · doi:10.1021/ja408336v · Cited by 178 · see citing works
Zhao, K., Zhi, Y., Wang, A., et al. (2015) · ACS Catalysis · doi:10.1021/acscatal.5b02519 · Cited by 176 · see citing works
Kong, W., Wang, Q., & Zhu, J. (2016) · Angewandte Chemie International Edition · doi:10.1002/anie.201603950 · Cited by 171 · see citing works
Chiral Phosphine Catalyzed Asymmetric Michael Addition of Oxindoles
Zhong, F., Dou, X., Han, X., et al. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201208285 · Cited by 166 · see citing works
Trost, B. M., & Osipov, M. (2013) · Angewandte Chemie International Edition · doi:10.1002/anie.201302805 · Cited by 159 · see citing works
Catalytic asymmetric synthesis of 3,3-disubstituted oxindoles: diazooxindole joins the field
Cao, Z., Wang, Y., Zeng, X., et al. (2014) · Tetrahedron Letters · doi:10.1016/j.tetlet.2014.01.084 · Cited by 145 · see citing works
The Direct Asymmetric α Alkylation of Ketones by Brønsted Acid Catalysis
Liu, S., Guo, Q., Li, X., et al. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201106275 · Cited by 144 · see citing works
Liu, R., Ye, S., Lu, C., et al. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201504697 · Cited by 141 · see citing works
Wang, T., Yao, W., Zhong, F., et al. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201307757 · Cited by 141 · see citing works
Deng, Y., Zhang, X., Yu, K., et al. (2016) · Chemical Communications · doi:10.1039/c5cc10502a · Cited by 140 · see citing works
Catalytic asymmetric synthesis of 3-hydroxyoxindole: a potentially bioactive molecule
Kumar, A., & Chimni, S. S. (2012) · RSC Advances · doi:10.1039/c2ra21131a · Cited by 138 · see citing works
Badiola, E., Fiser, B., Gómez‐Bengoa, E., et al. (2014) · Journal of the American Chemical Society · doi:10.1021/ja510603w · Cited by 135 · see citing works
Asymmetric alkylation of oxindoles: an approach to the total synthesis of (-)-physostigmine
Lee, T. B. K., & Wong, G. S. K. (1991) · The Journal of Organic Chemistry · doi:10.1021/jo00002a074 · Cited by 135 · see citing works
Song, J., Guo, C., Adele, A., et al. (2013) · Chemistry - A European Journal · doi:10.1002/chem.201204522 · Cited by 130 · see citing works
Ohmatsu, K., Ando, Y., & Ooi, T. (2013) · Journal of the American Chemical Society · doi:10.1021/ja411647x · Cited by 130 · see citing works
Shirakawa, S., Koga, K., Tokuda, T., et al. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201403046 · Cited by 124 · see citing works
Cao, Z., & Zhou, J. E. (2015) · Organic Chemistry Frontiers · doi:10.1039/c5qo00092k · Cited by 120 · see citing works
Enantioselective aza-Henry reactions of cyclic α-carbonyl ketimines under bifunctional catalysis
Parra, A., Alfaro, R., Marzo, L., et al. (2012) · Chemical Communications · doi:10.1039/c2cc34053d · Cited by 116 · see citing works
Chen, D., Zhao, F., Hu, Y., et al. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201406098 · Cited by 113 · see citing works
Cheng, L., Liu, L., Jia, H., et al. (2009) · The Journal of Organic Chemistry · doi:10.1021/jo9006688 · Cited by 112 · see citing works
Guo, J., Dong, S., Zhang, Y., et al. (2013) · Angewandte Chemie International Edition · doi:10.1002/anie.201303602 · Cited by 109 · see citing works
Cao, Z., Zhao, Y., & Zhou, J. E. (2015) · Chemical Communications · doi:10.1039/c5cc10096h · Cited by 108 · see citing works
Kaur, J., Chimni, S. S., Mahajan, S., et al. (2015) · RSC Advances · doi:10.1039/c5ra06969f · Cited by 106 · see citing works
Liu, R., & Zhang, J. (2013) · Organic Letters · doi:10.1021/ol400845c · Cited by 104 · see citing works
Kang, Y. K., & Kim, D. Y. (2013) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201300398 · Cited by 101 · see citing works
Isatin as a Strategic Motif for Asymmetric Catalysis
Mohammadi, S., Heiran, R., Herrera, R. P., et al. (2013) · ChemCatChem · doi:10.1002/cctc.201300050 · Cited by 101 · see citing works
Katayev, D., Jia, Y., Sharma, A. K., et al. (2013) · Chemistry - A European Journal · doi:10.1002/chem.201301572 · Cited by 97 · see citing works
Cao, T., Deitch, J., Linton, E. C., et al. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201107417 · Cited by 97 · see citing works
Zuo, J., Liao, Y., Zhang, X., et al. (2012) · The Journal of Organic Chemistry · doi:10.1021/jo302048v · Cited by 94 · see citing works
Shirakawa, S., Kasai, A., Tokuda, T., et al. (2013) · Chemical Science · doi:10.1039/c3sc22130j · Cited by 91 · see citing works
Sun, X., Du, B., Zhang, H., et al. (2015) · ChemCatChem · doi:10.1002/cctc.201500093 · Cited by 89 · see citing works
Amino Acid‐Derived Phosphonium Salts‐Catalyzed Michael Addition of 3‐Substituted Oxindoles
Wu, X., Liu, Q., Liu, Y., et al. (2013) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201300383 · Cited by 88 · see citing works
Liu, Y., Zhang, H., Zhang, Y., et al. (2014) · Chemical Communications · doi:10.1039/c4cc02056a · Cited by 88 · see citing works
Huang, X., Peng, J., Dong, L., et al. (2012) · Chemical Communications · doi:10.1039/c2cc17777c · Cited by 88 · see citing works
Arai, T., Yamamoto, Y., Awata, A., Kamiya, K., Ishibashi, M., & Arai, M. A. (2013) · Angewandte Chemie International Edition · doi:10.1002/anie.201208918 · Cited by 87 · see citing works
Yamamoto, K., Qureshi, Z., Tsoung, J., et al. (2016) · Organic Letters · doi:10.1021/acs.orglett.6b02423 · Cited by 85 · see citing works
Tan, W. W., Du, B., Li, X., et al. (2014) · The Journal of Organic Chemistry · doi:10.1021/jo500644v · Cited by 76 · see citing works
N‐Heterocyclic Carbene‐Catalyzed Enantioselective Annulation of Indolin‐3‐ones with Bromoenals
Ni, Q., Song, X., Raabe, G., et al. (2014) · Chemistry - An Asian Journal · doi:10.1002/asia.201402052 · Cited by 76 · see citing works
Tang, X., Li, S., Guo, R., et al. (2015) · Organic Letters · doi:10.1021/acs.orglett.5b00159 · Cited by 75 · see citing works
Mechler, M., & Peters, R. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201502930 · Cited by 75 · see citing works
Zhou, L., Zhang, Y., Zhao, J., et al. (2014) · The Journal of Organic Chemistry · doi:10.1021/jo501989x · Cited by 74 · see citing works
Zhao, Y., Wang, Y., Cao, J., et al. (2014) · Organic Letters · doi:10.1021/ol5008185 · Cited by 69 · see citing works
De, S., Das, M. K., Bhunia, S., et al. (2015) · Organic Letters · doi:10.1021/acs.orglett.5b03082 · Cited by 69 · see citing works
MUKAIYAMA, T., Ogata, K., Sato, I., et al. (2014) · Chemistry - A European Journal · doi:10.1002/chem.201403932 · Cited by 68 · see citing works
Zhang, J., Zhang, Y., Lin, L., et al. (2015) · Chemical Communications · doi:10.1039/c5cc03203b · Cited by 67 · see citing works
Zhuo, M., Liu, G., Song, S., et al. (2016) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201500985 · Cited by 65 · see citing works
Wang, C., Yang, X., & Enders, D. (2012) · Chemistry - A European Journal · doi:10.1002/chem.201200079 · Cited by 64 · see citing works
Li, L., Chen, W., Yang, W., et al. (2012) · Chemical Communications · doi:10.1039/c2cc31587d · Cited by 64 · see citing works
Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update
Yu, B., Xing, H., Yu, D., et al. (2016) · Beilstein Journal of Organic Chemistry · doi:10.3762/bjoc.12.98 · Cited by 64 · see citing works
An asymmetric normal-electron-demand aza-Diels–Alder reaction via trienamine catalysis
Liu, J., Zhou, Q., Deng, J.-G., et al. (2013) · Organic & Biomolecular Chemistry · doi:10.1039/c3ob41698d · Cited by 61 · see citing works
Liao, Y., Liu, X., Wu, Z., et al. (2012) · Chemistry - A European Journal · doi:10.1002/chem.201103293 · Cited by 61 · see citing works
Jing, C., Xing, D., & Hu, W. (2015) · Organic Letters · doi:10.1021/acs.orglett.5b02160 · Cited by 61 · see citing works
A catalytic asymmetric total synthesis of (−)-perophoramidine
Trost, B. M., Osipov, M., Krüger, S., et al. (2014) · Chemical Science · doi:10.1039/c4sc01826e · Cited by 57 · see citing works
Rueping, M., Rasappan, R., & Raja, S. (2012) · Helvetica Chimica Acta · doi:10.1002/hlca.201200498 · Cited by 57 · see citing works
Spallek, M. J., Riedel, D., Röminger, F., et al. (2012) · Organometallics · doi:10.1021/om201166b · Cited by 57 · see citing works
Cui, B., You, Y., Zhao, J., et al. (2014) · Chemical Communications · doi:10.1039/c4cc08364d · Cited by 56 · see citing works
Zong, L., Du, S., Chin, K. F., et al. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201503844 · Cited by 56 · see citing works
Shimizu, S., Tsubogo, T., Xu, P., et al. (2015) · Organic Letters · doi:10.1021/acs.orglett.5b00749 · Cited by 56 · see citing works
Asymmetric Allylic Alkylation of Isatin-Derived Morita–Baylis–Hillman Carbonates with Nitroalkanes
Chen, G.-Y., Zhong, F., & Lü, Y. (2012) · Organic Letters · doi:10.1021/ol301962e · Cited by 55 · see citing works
Brittain, W. D. G., Buckley, B. R., & Fossey, J. (2015) · Chemical Communications · doi:10.1039/c5cc04886a · Cited by 54 · see citing works
Chen, J., Cai, Y., & Zhao, G. (2014) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201300695 · Cited by 53 · see citing works
Kong, W., Wang, Q., & Zhu, J. (2016) · Angewandte Chemie · doi:10.1002/ange.201603950 · Cited by 53 · see citing works
Chiral Phosphine Catalyzed Asymmetric Michael Addition of Oxindoles
Zhong, F., Dou, X., Han, X., et al. (2012) · Angewandte Chemie · doi:10.1002/ange.201208285 · Cited by 52 · see citing works
The Direct Asymmetric α Alkylation of Ketones by Brønsted Acid Catalysis
Liu, S., Guo, Q., Li, X., et al. (2012) · Angewandte Chemie · doi:10.1002/ange.201106275 · Cited by 52 · see citing works
Huang, J., Wu, X., & Gong, L. (2013) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201300373 · Cited by 51 · see citing works
Wang, T., Yao, W., Zhong, F., et al. (2014) · Angewandte Chemie · doi:10.1002/ange.201307757 · Cited by 51 · see citing works
Zhang, H., Kang, H., Hong, L., et al. (2014) · Organic Letters · doi:10.1021/ol5007423 · Cited by 50 · see citing works
Shirakawa, S., Koga, K., Tokuda, T., et al. (2014) · Angewandte Chemie · doi:10.1002/ange.201403046 · Cited by 50 · see citing works
Tang, Z., Shi, Y., Mao, H., et al. (2014) · Organic & Biomolecular Chemistry · doi:10.1039/c4ob01039f · Cited by 49 · see citing works
Wu, C., Li, G., Sun, W., et al. (2014) · Organic Letters · doi:10.1021/ol500517d · Cited by 49 · see citing works
Liu, R., & Zhang, J. (2013) · Chemistry - A European Journal · doi:10.1002/chem.201300977 · Cited by 48 · see citing works
Huang, J., Zhang, C., Zhu, Y., et al. (2015) · Chemistry - A European Journal · doi:10.1002/chem.201500349 · Cited by 48 · see citing works
Zou, L., Bao, X., Ma, Y., et al. (2014) · Chemical Communications · doi:10.1039/c4cc01817f · Cited by 46 · see citing works
Loh, C. C. J., Hack, D., & Enders, D. (2013) · Chemical Communications · doi:10.1039/c3cc46033a · Cited by 46 · see citing works
Trost, B. M., Masters, J. T., & Burns, A. C. (2013) · Angewandte Chemie International Edition · doi:10.1002/anie.201209783 · Cited by 46 · see citing works
Uraguchi, D., Koshimoto, K., & Ooi, T. (2012) · Journal of the American Chemical Society · doi:10.1021/ja3022939 · Cited by 46 · see citing works
Wang, Z., Zhang, Z., Yao, Q., et al. (2013) · Chemistry - A European Journal · doi:10.1002/chem.201300816 · Cited by 45 · see citing works
Asymmetric phase-transfer reactions under base-free neutral conditions
Shirakawa, S., & Maruoka, K. (2014) · Tetrahedron Letters · doi:10.1016/j.tetlet.2014.05.014 · Cited by 45 · see citing works
Chen, X., Zhu, W., Qian, W., et al. (2012) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201200206 · Cited by 43 · see citing works
Wang, D., Yang, Y., Jiang, J., et al. (2012) · Organic & Biomolecular Chemistry · doi:10.1039/c2ob25694k · Cited by 43 · see citing works
Rueping, M., & Raja, S. (2012) · Beilstein Journal of Organic Chemistry · doi:10.3762/bjoc.8.208 · Cited by 43 · see citing works
Zhao, H., Lan, Y., Liu, Z., et al. (2012) · European Journal of Organic Chemistry · doi:10.1002/ejoc.201101810 · Cited by 43 · see citing works
Jin, C., Wang, Y., Liu, Y., et al. (2012) · The Journal of Organic Chemistry · doi:10.1021/jo301886j · Cited by 43 · see citing works
Yuan, W., Wen, S., Liu, Z., et al. (2015) · Organic Letters · doi:10.1021/acs.orglett.5b01149 · Cited by 40 · see citing works
A Base‐Free Neutral Phase‐Transfer Reaction System
Shirakawa, S., Wang, L., He, R., et al. (2014) · Chemistry - An Asian Journal · doi:10.1002/asia.201402194 · Cited by 39 · see citing works
Catalytic Asymmetric Ring‐Opening Reactions of Aziridines with 3‐Aryl‐Oxindoles
Wang, L., Li, D., Yang, D., et al. (2016) · Chemistry - An Asian Journal · doi:10.1002/asia.201501369 · Cited by 38 · see citing works
Zou, L., Philipps, A. R., Raabe, G., et al. (2014) · Chemistry - A European Journal · doi:10.1002/chem.201406047 · Cited by 35 · see citing works
Trost, B. M., & Osipov, M. (2013) · Angewandte Chemie · doi:10.1002/ange.201302805 · Cited by 35 · see citing works
Siau, W., Li, W., Xue, F., et al. (2012) · Chemistry - A European Journal · doi:10.1002/chem.201200206 · Cited by 34 · see citing works
Dearomatized Alkylidene Dihydropyridines as Substrates for Mizoroki–Heck Cyclizations
Joshi, M. S., & Pigge, F. C. (2016) · ACS Catalysis · doi:10.1021/acscatal.6b01151 · Cited by 33 · see citing works
Palladium-Catalyzed Asymmetric Allylic Alkylation Reaction of 2-Monosubstituted Indolin-3-ones
Hou, X., Chen, T., Fang, P., et al. (2014) · Synthesis · doi:10.1055/s-0034-1379043 · Cited by 33 · see citing works
Lee, H. J., Woo, S. B., & Kim, D. Y. (2012) · Molecules · doi:10.3390/molecules17067523 · Cited by 32 · see citing works
Yuan, W., Liu, Z., Wu, X., et al. (2015) · Chemistry - A European Journal · doi:10.1002/chem.201503530 · Cited by 32 · see citing works
Gao, X. Y., Han, J., & Wang, L. (2016) · Organic Chemistry Frontiers · doi:10.1039/c6qo00074f · Cited by 31 · see citing works
Boucherif, A., Duan, S., Yuan, Z., et al. (2016) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201501155 · Cited by 31 · see citing works
Mechler, M., & Peters, R. (2015) · Angewandte Chemie · doi:10.1002/ange.201502930 · Cited by 30 · see citing works
Yang, W. H., Wang, J., & Du, D. (2012) · Tetrahedron Asymmetry · doi:10.1016/j.tetasy.2012.06.018 · Cited by 30 · see citing works
Awata, A., Wasai, M., Masu, H., et al. (2014) · Chemistry - A European Journal · doi:10.1002/chem.201304456 · Cited by 30 · see citing works
Chen, D., Zhang, C., Hu, Y., et al. (2015) · Organic Chemistry Frontiers · doi:10.1039/c5qo00151j · Cited by 29 · see citing works
Guo, J., Dong, S., Zhang, Y., et al. (2013) · Angewandte Chemie · doi:10.1002/ange.201303602 · Cited by 29 · see citing works
Asymmetric α-alkylation of aldehydes with 3-hydroxy-3-indolylox-indoles in aqueous media
Zhang, Y., Wang, S., Xu, X., et al. (2013) · Organic & Biomolecular Chemistry · doi:10.1039/c3ob00045a · Cited by 28 · see citing works
Katayev, D., & Kündig, E. P. (2012) · Helvetica Chimica Acta · doi:10.1002/hlca.201200477 · Cited by 27 · see citing works
Yu, J., Zhou, F., Liu, Y., et al. (2012) · Beilstein Journal of Organic Chemistry · doi:10.3762/bjoc.8.157 · Cited by 27 · see citing works
Zhou, J., Jia, L., Peng, L., et al. (2014) · Tetrahedron · doi:10.1016/j.tet.2014.03.065 · Cited by 26 · see citing works
Chen, D., Zhao, F., Hu, Y., et al. (2014) · Angewandte Chemie · doi:10.1002/ange.201406098 · Cited by 26 · see citing works
Metal Catalysis versus Organocatalysis in the Catalytic Asymmetric Synthesis of 3-Hydroxyoxindole
Liu, Y., Zhu, F., Wang, C., et al. (2013) · Chinese Journal of Organic Chemistry · doi:10.6023/cjoc201303038 · Cited by 25 · see citing works
Hashimoto, T., Yamamoto, K., & Maruoka, K. (2014) · Chemical Communications · doi:10.1039/c3cc49837a · Cited by 24 · see citing works
Catalytic Stereoselective Conjugate Addition of Oxindole to Electron‐Deficient Alkynes
Kang, G., Wu, Q., Liu, M., et al. (2013) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201200715 · Cited by 24 · see citing works
Li, N., Kong, L., Qi, Z., et al. (2016) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201600272 · Cited by 24 · see citing works
Reiter, C., López‐Molina, S., Schmid, B., et al. (2014) · ChemCatChem · doi:10.1002/cctc.201301052 · Cited by 23 · see citing works
Organocatalytic Asymmetric Conjugate Addition of 3-Alkyl-Substituted Oxindoles to Vinyl Ketones
Lee, H.-J., & Kim, D. Y. (2012) · Bulletin of the Korean Chemical Society · doi:10.5012/bkcs.2012.33.10.3171 · Cited by 23 · see citing works
Scandium‐Catalyzed Asymmetric 1,6‐Addition of 3‐Substituted Oxindoles to Linear Dienyl Ketones
Wang, Z., Kang, T., Yao, Q., et al. (2015) · Chemistry - A European Journal · doi:10.1002/chem.201500833 · Cited by 23 · see citing works
Sorrentino, E., & Connon, S. J. (2016) · Organic Letters · doi:10.1021/acs.orglett.6b02398 · Cited by 23 · see citing works
Chen, S., Wang, Y., & Zhou, Z. (2016) · The Journal of Organic Chemistry · doi:10.1021/acs.joc.6b02070 · Cited by 23 · see citing works
Zhang, T., Qiao, Z., Wang, Y., et al. (2013) · Chemical Communications · doi:10.1039/c3cc39012h · Cited by 22 · see citing works
Zhao, M., Dai, T., Liu, R., et al. (2012) · Organic & Biomolecular Chemistry · doi:10.1039/c2ob25966d · Cited by 22 · see citing works
Yang, C., Chen, W., Yang, W., et al. (2013) · Chemistry - An Asian Journal · doi:10.1002/asia.201301011 · Cited by 22 · see citing works
Chen, L., You, Y., Zhang, M., et al. (2015) · Organic & Biomolecular Chemistry · doi:10.1039/c5ob00317b · Cited by 22 · see citing works
Arai, T., Yamamoto, Y., Awata, A., et al. (2013) · Angewandte Chemie · doi:10.1002/ange.201208918 · Cited by 22 · see citing works
Zong, L., Du, S., Chin, K. F., et al. (2015) · Angewandte Chemie · doi:10.1002/ange.201503844 · Cited by 21 · see citing works
Trost, B. M., Masters, J. T., & Burns, A. C. (2013) · Angewandte Chemie · doi:10.1002/ange.201209783 · Cited by 21 · see citing works
Cao, T., Deitch, J., Linton, E. C., et al. (2012) · Angewandte Chemie · doi:10.1002/ange.201107417 · Cited by 20 · see citing works
Zhao, M., Ji, F., Zhao, X., et al. (2013) · European Journal of Organic Chemistry · doi:10.1002/ejoc.201301457 · Cited by 19 · see citing works
Catalytic Asymmetric Strategies for the Synthesis of 3,3-Disubstituted Oxindoles
Moyano, A., & Companyó, X. (2013) · Studies in natural products chemistry · doi:10.1016/b978-0-444-59603-1.00004-7 · Cited by 18 · see citing works
Kumar, A., & Chimni, S. S. (2014) · Beilstein Journal of Organic Chemistry · doi:10.3762/bjoc.10.91 · Cited by 18 · see citing works
Zanda, M. (2015) · Synthesis · doi:10.1055/s-0035-1560166 · Cited by 18 · see citing works
Ren, C.-L., Zhang, T., Wang, X., et al. (2014) · Organic & Biomolecular Chemistry · doi:10.1039/c4ob02035a · Cited by 17 · see citing works
Yang, Y., Ma, C., Thumar, N. J., et al. (2016) · The Journal of Organic Chemistry · doi:10.1021/acs.joc.6b01703 · Cited by 16 · see citing works
Nakazaki, A., Mori, A., Kobayashi, S. S., et al. (2016) · Chemistry - An Asian Journal · doi:10.1002/asia.201601183 · Cited by 16 · see citing works
Bifunctional thiourea catalyzed asymmetric Michael addition of anthrone to methyleneindolinones
Zhao, H., Xiao, M., Xu, L., et al. (2016) · RSC Advances · doi:10.1039/c5ra21614a · Cited by 15 · see citing works
Enders, D., Yang, X., Wang, C., et al. (2012) · Synthesis · doi:10.1055/s-0032-1316577 · Cited by 15 · see citing works
Chiral ammonium betaine-catalyzed asymmetric Mannich-type reaction of oxindoles
Torii, M., Kato, K., Uraguchi, D., et al. (2016) · Beilstein Journal of Organic Chemistry · doi:10.3762/bjoc.12.199 · Cited by 14 · see citing works
Zhang, Y., Hu, X., Li, S., et al. (2014) · Tetrahedron · doi:10.1016/j.tet.2014.01.067 · Cited by 14 · see citing works
Naganawa, Y., Nishiyama, H., & Abe, H. (2016) · Synlett · doi:10.1055/s-0035-1561630 · Cited by 14 · see citing works
Lee, C. W., Han, S., Virgil, S. C., et al. (2014) · Tetrahedron · doi:10.1016/j.tet.2014.10.065 · Cited by 13 · see citing works
Deng, F., Moteki, S. A., & Maruoka, K. (2014) · Asian Journal of Organic Chemistry · doi:10.1002/ajoc.201400011 · Cited by 13 · see citing works
Chen, J., Xiao, W., Duan, S., et al. (2013) · Synthesis · doi:10.1055/s-0032-1316919 · Cited by 13 · see citing works
Sun, X., Peng, J., Zhang, S., et al. (2012) · 化学学报 · doi:10.6023/a12070444 · Cited by 11 · see citing works
Gao, J., Chen, J., Duan, S., et al. (2014) · Asian Journal of Organic Chemistry · doi:10.1002/ajoc.201300292 · Cited by 11 · see citing works
Enders, D., Mahajan, S., Chauhan, P., et al. (2015) · Synthesis · doi:10.1055/s-0034-1379943 · Cited by 11 · see citing works
Asymmetric Synthesis of Spirooxindoles via Organocascade Strategies
Xiao, Y., Zhou, Y., Wang, J., et al. (2015) · Chinese Journal of Organic Chemistry · doi:10.6023/cjoc201504045 · Cited by 11 · see citing works
Qiao, Z., Zhong, N., Zhang, T., et al. (2013) · European Journal of Organic Chemistry · doi:10.1002/ejoc.201201461 · Cited by 10 · see citing works
Selective transformations of isatins to substituted 2-oxindoles
Macaev, F., Sucman, N. S., & Boldescu, V. (2014) · Russian Chemical Bulletin · doi:10.1007/s11172-014-0389-x · Cited by 9 · see citing works
Direct Asymmetric anti‐Mannich‐Type Reactions Catalyzed by Cinchona Alkaloid Derivatives
Jin, Y. L., Chen, D., & Zhang, X. R. (2014) · Chirality · doi:10.1002/chir.22358 · Cited by 9 · see citing works
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Cited by
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Wang, B., Peng, F., Huang, W., Zhou, J., Zhang, N., Sheng, J., Haruehanroengra, P., He, G., & Han, B. (2020) · Acta Pharmaceutica Sinica B · doi:10.1016/j.apsb.2019.12.013 · Cited by 73 · see citing works
- Authors
- Dalpozzo, R.
- Affiliations
- University of Calabria (IT)
- Corresponding author
- Dalpozzo, Renato
- ORCID
- Dalpozzo, Renato
- Venue
- Advanced Synthesis & Catalysis
- Publisher
- Wiley
- Published
- 2017-05-19
- Volume
- 359
- Issue
- 11
- Pages
- 1772-1810
- ISSN
- 1615-4150 (ISSN-L)
- 1615-4169
- OpenAlex
- W2607228692
- Cited by
- 146
- References
- 157
- Citations by year
- 2026: 10 · 2025: 6 · 2024: 15 · 2023: 22 · 2022: 10 · 2021: 14 · 2020: 19 · 2019: 17 · 2018: 30 · 2017: 3
- FWCI
- 7.89
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Advanced Synthesis & Catalysis (publishedVersion)
- Archive of Doctoral Theses and Digital Collections (University of Calabria) (submittedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
- Physical Sciences › Chemistry › Organic Chemistry › Synthesis of Indole Derivatives
- Physical Sciences › Chemistry › Inorganic Chemistry › Asymmetric Hydrogenation and Catalysis
- Keywords
- asymmetric catalysis, oxindoles, indolin-3-ones
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